4.8 Article

Direct Conversion of Alcohols into Alkenes by Dehydrogenative Coupling with Hydrazine/Hydrazone Catalyzed by Manganese

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 41, Pages 13444-13448

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201807881

Keywords

alcohols; dehydrogenative coupling; homogeneous catalysis; hydrazines; manganese

Funding

  1. European Research Council (ERC) [AdG 692775]
  2. Science & Engineering Research Board (SERB), Govt. of India

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We have developed unprecedented methods for the direct transformation of primary alcohols to alkenes in the presence of hydrazine, and for the synthesis of mixed alkenes by the reaction of alcohols with hydrazones. The reactions are catalyzed by a manganese pincer complex and proceed in absence of added base or hydrogen acceptors, liberating dihydrogen, dinitrogen, and water as the only byproducts. The proposed mechanism, based on preparation of proposed intermediates and control experiments, suggests that the transformation occurs through metal-ligand cooperative N-H activation of a hydrazone intermediate.

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